June 7-14, 2026
Luxury Couples Trip: Scotland’s Hidden Treasures
Close your eyes and feel the crisp air of the Scottish Highlands brushing against your skin, as mist rolls over ancient hills...
You and your partner are wrapped in a cozy tartan blanket, sipping smooth whisky as the sun dips behind a centuries-old castle. This isn’t just a scenic escape—it’s a soul-stirring journey designed for couples who crave wild beauty, rich history, and unforgettable experiences.
Only 7 couples will join us on this once-in-a-lifetime small group journey. This adventure begins in the storybook streets of Edinburgh, where cobbled lanes lead to dramatic views and hidden gems. From there, you’ll explore the historic Forth Valley, wander through charming towns, and soak in the serene beauty of the Highlands.
This is more than a trip—it’s a tapestry of romance, heritage, and natural wonder, woven into every step you take together.
The Trip at a Glance
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Day 1 (June 7)
Welcome to Scotland!
• Arrive in Scotland and head to your hotel in the vibrant city of Edinburgh
• After a welcome meeting, explore Edinburgh!
• The Royal Mile, a 2-hour Outlander walking tour and historical Old Town orientation -
Day 2
Edinburgh Castle and the historic Forth Valley
• 1 hour private tour at Edinburgh Castle followed by free time to explore
• Tour of the Forth Valley: Midhope Castle, Blackness Castle, guided walking tour of Culross
• Group lunch
• Scottish Welcome Dinner -
Day 3
Falkland and Highland Perthshire
• Walking tour of Falkland
• A lunch with wine tasting and a Scottish twist menu
• Optional guided walk at The Hermitage near Dunkeld or free time browsing at local independent shops
• Scottish chocolate tasting experience - private tour and tasting with a Master Chocolatier
• Group dinner -
Day 4
The Highlands and Inverness
• Private whisky distillery tour and tasting at Tomatin Distillery
• Gourmet picnic style lunch
• Visit to Clava Cairns
• Working sheepdog experience at a farm
• Group dinner -
Day 5
Strathspey and Culloden
• Strathspey Railway Experience
• Visit to Culloden Battlefield
• Champagne Afternoon Tea
• Evening at leisure to enjoy Inverness or relax at hotel and spa facilities -
Day 6
Loch Ness and Glencoe
• Visit to Urquhart Castle and Loch Ness
• Group lunch
• Visit to Glencoe (Visitor Centre and free time)
• Journey through the Highlands, the Loch Lomond and Trossachs National Park to reach Edinburgh
• Evening meal in Edinburgh at leisure -
Day 7
Exploring Perthshire
• Visit to Doune Castle
• Visit to Drummond Castle Gardens
• Group lunch
• Visit to Tibbermore Church
• Private guided tour of the historic Royal Yacht Britannia with a glass of champagne, followed by a special farewell meal -
Day 8 (June 14)
Departure day
• Enjoy some time at leisure before it’s time to transfer back to the airport for your flight home
An In-Depth Look at Your Trip
Get to know Edinburgh, Scotland’s historic capital
Visit the Royal Mile, enjoy a 2-hour Outlander walking tour and explore Edinburgh’s historical Old Town
1 hour private tour at Edinburgh Castle
Free time to explore Edinburgh on your own
Whisky tasting, exploring the Highlands, chocolates, & more!
Immerse yourself in centuries of tradition as you embark on a private tour and whisky tasting experience at Tomatin Distillery
No adventure is complete without a touch of indulgence! Satisfy your sweet tooth in the tantalizing world of gourmet chocolate as you learn the secrets behind its creation
Private Working Sheepdog Experience - 1 hour guided demonstration and experience on a local farm
All aboard the adventure train: an exhilarating ride aboard a scenic train journey with the renowned Strathspey Railway
Historic castles, gardens and lochs
Majestic Urquhart Castle, perched proudly overlooking the legendary Loch Ness
Doune Castle - a medieval marvel overlooking the River Teith
Drummond Castle Gardens - marvel at the Renaissance gardens, evoking the splendor of a bygone era
Midhope Castle - a 15th- century tower house
Blackness Castle - a formidable 15th-century fortress
Bring another couple and save $500 each!
Make Your Dream Come True
LOW $500 Deposit to Secure Your Spot
$8,495 USD
Per Person
Double Occupancy
October 1, 2025 - $3,995 payment is due
February 1, 2026 - the final balance is due
What’s included in your experience of a lifetime
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Accommodations
7 nights in a hotel
Tour leader for the duration of the trip.
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Tours & Activities
Tours & activities per itinerary.
Entry fees for all activities listed under Itinerary
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Food & Beverages
7 Breakfasts, 6 Lunches, and 4 Dinners
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Transportation
Private group motorcoach/bus transportation to/from all activities unless stated otherwise
You Might Be Wondering…
Read through our frequently asked questions.
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This trip is only for couples - we have other women-only groups you are welcome to join
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All activities, food and beverages not listed under the itinerary
All items of a personal nature and anything not expressly stated as included
Airfare to/from your arrival city and departure city
Airport transfers in your departure city
Airport arrival and departure transfers in Bari - can be arranged at extra cost
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Insurance is strongly recommended. We can offer travel insurance for American travelers. Please let us know if you would like a quote for your travel insurance policy.
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The group will meet at the hotel in Scotland on June 7, 2026. Everyone will be responsible for purchasing their own plane tickets to get to Scotland. We are happy to help find the best airfare options and plan a trip extension before or after the group trip. The traveler will be responsible for any extra costs associated with that.
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Guide and driver pre-paid gratuities of $300 per person will be collected approximately a week before the trip starts.
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We will provide a packing list closer to travel dates with suggested attire and useful gadgets. The trip is very casual, so as long as you are comfortable, you will be fine.
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No, this is an adults only group, for people 18 years old and older. If you’re under 50, don’t shy away - everyone is welcome! If you are interested in a family friendly adventure through Italy or any other country in Europe, we would be happy to create a custom trip for you. Please book a time on Anna's calendar here to discuss further.
Meet Anna
Hi - I’m Anna Fishman, the proud mastermind behind Olegana Travel Boutique, your go-to hub for unforgettable journeys.
I live for family adventures with my travel-loving husband and our little jetsetters in training. With 31 countries under my belt, I’ve combined my personal globetrotting escapades with the expertise of local destination gurus. Together, we craft personalized itineraries that are perfect for you to reconnect with your inner self, to discover the world, and to make new friends.